Vacation rentals in Windsor and Maidenhead

Cottage in Englefield Green

An outdoor patio area is visible, featuring a small round table with two chairs and a bottle of champagne. Lush greenery surrounds the space, including neatly trimmed hedges and flowering plants. A large tree offers shade, enhancing the tranquil atmosphere of the communal grounds.

4.88 out of 5 average rating, 180 reviews

Luxury 5* House Near Windsor Castle, Ascot, London

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

4.88 out of 5 average rating, 64 reviews

An aerial view captures a vibrant riverside scene at dusk, showcasing a wide promenade with dining spaces illuminated by soft lights. The water reflects the warm glow from nearby establishments, while modern buildings rise in the background, creating an inviting urban atmosphere.

Home in Reading

Spacious 4BR Home|FREE Parking & Wi-Fi|Garden

★Available for Business & Pleasure Bookings ★Accept Long & Short Stays ★FREE Wi-Fi & Parking ★Netflix & YouTube ♥Please message me with any questions! Enjoy your stay in this cozy, comfortable home! This house is located in the west of Reading, close to town centre. Take a stroll in Mcllroy Park, 30 acres Nature Reserve just behind the house. 1 Private parking & plenty of FREE parking on street. My place is close to Railway Station & Bus Stop. Excellent bus service to get you around Reading.

Apartment in Notting Hill

A bright bedroom is highlighted by a spacious bed dressed in soft linens and a textured throw. Shelving above the bed displays decorative items and plants. Two bedside lamps provide gentle illumination, while natural light enters through a window with clean white walls complementing the minimalist decor.

4.94 out of 5 average rating, 62 reviews

Stunning 2-Bed Notting Hill Portobello Apartment

Situated in Notting Hill / Portobello. The apartment is equipped with high speed Internet/WiFi and Netflix. The neighbourhood has an array of cafes, bars, restaurants, boutique & antique shops. All within a short walk and Portobello Market is just 300 yards. A well-conneced public transport with 3 nearby train stations, and local bus services to Hyde Park, Oxford Street, and Museums in South Kensington. Check-in time is from 3.30pm. Earlier Check-in subject to availbility (please enquire).

5 out of 5 average rating, 120 reviews

A serene bedroom features deep navy walls and large windows that allow natural light to fill the space. A minimalist mirror is mounted on one wall, and a stylish radiator creates a cozy feel. A low bed with a patterned duvet and a potted plant add to the decor.

Cottage in Hertfordshire

Upscale Bright Boutique Cottage Central St Albans

Our Cottage has been renovated from ground up and we are thrilled to present our "good life home". An experience of upscale casual elegance. Opting for a clean and uncluttered energy you will find our home equipped for the most discerning guests. A fully stocked gourmet kitchen with a Nespresso Citiz & Milk, a gas range cooking, Wall-to-wall window for natural light and a cosy outdoor lounge. The Living space displays contemporary décor, colours are serene and neutral and comfort is standard.

4.9 out of 5 average rating, 49 reviews

A modern kitchen area is visible, featuring two green bar stools situated at a countertop. A cozy green sofa with a yellow cushion is positioned beside the kitchen. Large windows allow natural light to fill the space, while a leafy plant adds a touch of greenery.

Condo in West Kensington

Spacious, Designer one bedroom flat in Kensington

Enjoy a stylish experience at this centrally-located place. I am renting out my beautiful and recently renovated apartment in West Kensington. The flat has everything you need to enjoy your stay. The king size bed is what you need to sleep well. Location: peaceful, safe and quiet one-way road. Tube: 5 min walk District line (West Ken); 10 min walk Piccadilly Line (Barons Court Station) so you are 20 min from the Central London. Supermarket is 2 min walk, lots of bars and cafes.

Apartment in Earl's Court

A living room features a comfortable gray sofa with decorative cushions, positioned beside a stylish armchair. A low glass coffee table is centered on a light area rug. Large windows allow natural light to fill the space, complemented by soft wall art and a modern mirror.

5 out of 5 average rating, 3 reviews

Gorgeous Apartment in Kensington / Chelsea

You’ll love this stylish Kensington furnished two-bedroom two-bathroom apartment with its modern decor, fully equipped kitchen, and pretty living room. Ideally located, you’re close to all the best that London has to offer ; - 2 Minute by walk to Earls Court station - 15 Minutes by walk to Royal Albert Hall - 15 Minutes by walk to Victoria and Albert Museum - 15 Minutes by walk to Natural History Museum - 15 Minutes by walk to Hyde Park - 1 Minute to the closest supermarket ...

Home in Wormholt and White City

The living area features a vibrant blue sofa adorned with various decorative cushions, complemented by a stylish gold coffee table. A dark rug enhances the warm wooden floor. Natural light filters through sheer curtains, illuminating the space, which also includes a television and a small dining table set for two.

5 out of 5 average rating, 3 reviews

Charming 3Bd Home in West London

Comfortable 3 Bedroom Home *Newly refurbished* Bright West London Home (White City), fitted with a brand new kitchen and furnishings. The kitchen leads out onto a large garden and the upstairs bedrooms are quiet and comfortable. Great Transport Links: -20 Min walk to Westfield London -15 Min Walk to White City Tube Station (15 Min on Train to Oxford Circus/Central London) -15 Min Bus ride to Notting Hill Book Now! HUGE DISCOUNTS -10% off for 7+ nights -15% off for 28+ nights

4.99 out of 5 average rating, 106 reviews

An outdoor seating area features a circular table surrounded by dark wooden chairs. A barbeque grill stands nearby, and the surrounding garden is lush with greenery. The unique architecture of the property includes charming brick walls and vibrant green doors, framed by foliage.

Cottage in Chobham

The Coach House

The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

4.96 out of 5 average rating, 53 reviews

A modern kitchenette is equipped with a stainless-steel sink, a red kettle, and a two-ring hob. Natural light enters through a nearby window, while a white door provides access to the outside. The cabinetry features a light finish, enhancing the bright environment.

Guest suite in Didcot

Self Contained near Didcot Station

Self-contained studio just 5 min from Didcot station. It's perfect for travelling to Harwell, Culham & Milton Park. Oxford is just 12 mins away by train, 15 mins to Reading. Short walk to town centre with all amenities, including the Orchard Shopping Centre, cinema and restaurants. Equipped with a kitchenette & ensuite shower room, Virgin broadband/TV. This is a great 'home from home' for one.

Apartment in Greater London

A well-lit studio apartment features a comfy double bed with a textured blanket, a small kitchenette equipped with modern appliances, and a dining area with two chairs. A wall-mounted TV and a large mirror enhance the space, while double doors open to a balcony area.

New place to stay

VESTO | Studio Apt w/ Balcony in Notting Hill

This modern and stylish studio apartment offers plenty of space and light. The apartment is on the first floor. The open-plan studio has a kitchen/diner area is fully equipped with kettle, toaster, and fridge and comfy double bed. The bathroom is neat and has a standing shower, toilet and basin. The apartment is ideally located near to Notting Hill Gate and Bayswater tube stations.

4.98 out of 5 average rating, 137 reviews

The bright and airy studio features vaulted ceilings with wooden beams. A king-sized bed is positioned beside large doors that open onto a small balcony. A cozy red sofa and coffee table are arranged in the sitting area. A decorative rug adds warmth to the wooden floor.

Guesthouse in Goring

The White House at Wayland

The studio is situated on a quiet private road overlooking an area of outstanding natural beauty, within easy walking distance to the riverside village of Goring-on-Thames. The self contained studio is a two story accommodation which is bright, airy and beautifully furnished with a private entrance. Breakfast basket and fresh ground coffee will be included

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Popular amenities for Windsor and Maidenhead vacation rentals

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Wifi

Pool

Free parking on premises

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Stay near Windsor and Maidenhead's top sights

Thorpe Park12 locals recommend

LEGOLAND® Windsor Resort174 locals recommend

Ascot Racecourse81 locals recommend

Thorpe Park Resort50 locals recommend

Lapland UK21 locals recommend

Windsor, a Wyevale Garden Centre181 locals recommend

Other great vacation rentals in Windsor and Maidenhead

5 out of 5 average rating, 4 reviews

A bright and inviting living area is presented with comfortable seating, including a vibrant blue chair and a cozy sofa. Natural light floods through large windows, illuminating potted plants and stylish decor. A round table showcases books and a small decorative plant.

Home in West Kensington

Modern 2BR Kensington Apt | 3mins to tube

5 out of 5 average rating, 11 reviews

A modern kitchen features a large central island with four black high stools. Stainless steel appliances, including an oven and a hood, are visible amid sleek white cabinetry and blue accents. Natural light enters through nearby windows, illuminating the glossy tiled floor.

Home in Berkshire

NEW Tornado Chase | Luxury 5 Bedroom Home

4.82 out of 5 average rating, 17 reviews

A charming two-story house is shown, featuring a combination of white and dark wood siding. A shingled roof adds character, while large windows allow natural light to permeate the living spaces. Surrounding greenery and a paved patio enhance the outdoor area.

Cottage in Lyne

House with a View

4.98 out of 5 average rating, 52 reviews

A spacious living area features a neutral color palette with two sofas and armchairs arranged around a coffee table. Natural light enters through large windows, and a decorative mirror reflects the space. A vibrant area rug adds warmth, complementing the overall decor.

Condo in Greater London

Immaculate Maisonette on Fulham/Chelsea border

Apartment in Staines-upon-Thames

A modern living area features a gray sofa with decorative pillows and an orange chair. A small dining table is set near large windows, allowing natural light to illuminate the space. Decorative plants add a touch of greenery, complemented by a sleek floor lamp.

4.67 out of 5 average rating, 3 reviews

FREE Parking, Garden, 1.3Gb Wi-Fi, London Heathrow

5 out of 5 average rating, 5 reviews

Condo in Colindale

Modern 3 Bedroom Apartment Next to London Museum

Shepherd’s hut in Old Windsor

A warm interior of the Shepherd's Hut features wooden paneling and a cozy sleeping area with plush cushions and throws. A ladder provides access to the elevated bed, while large windows frame views of the surrounding fields, allowing natural light to fill the space.

4.93 out of 5 average rating, 14 reviews

Cosy Luxury Shepherd’s Hut near London & Windsor